Protective Effect of Grape Seed Procyanidins against H2 O2 -Induced Oxidative Stress in PC-12 Neuroblastoma Cells: Structure-Activity Relationships

J Food Sci. 2018 Oct;83(10):2622-2628. doi: 10.1111/1750-3841.14349. Epub 2018 Sep 17.

Abstract

To establish a structure-activity relationship for procyanidins, we verified the cyto-protective effect of 13 grape seed procyanidins, ranging from monomers to trimers against H2 O2 -induced oxidative stress in PC-12 neuroblastoma cells. Our study demonstrated some procyanidins were able to significantly protect PC-12 cells from the H2 O2 -induced cytotoxicity suggesting they possess neuroprotective effects against oxidative stress. Procyanidins' protective effects against oxidative stress mainly depended on their polymerization degree in addition to their structural features. A positive correlation was found between procyanidins' polymerization degree and the protective effect against oxidative stress in PC-12 cells. The presence of 3- or 3'-galloylated groups in the C-ring of procyanidin molecules significantly increased their protective activity as well. These results demonstrated that galloylated high-molecular-mass procyanidins would be of more interesting as promising antioxidant natural compounds. This work for the first time demonstrated the structure-activity relationships of 13 procyanidins' antioxidative stress activity, which could have a significant impact on future development of procyanidins for healthy food products or drugs to treat disease such as neurodegenerative disorders.

Practical application: This work evaluated the protective effect of procyanidins against oxidative stress in PC-12 neuroblastoma cells and established their activity-structure relationships, which provides useful cellular evidence for the further investigating the structure-optimizing and function-exploiting of procyanidins.

Keywords: PC-12 cells; oxidative stress; procyanidins; structure-activity relationship.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antioxidants / pharmacology
  • Biflavonoids / pharmacology*
  • Catechin / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Food Analysis / methods
  • Hydrogen Peroxide
  • Neuroblastoma
  • Neurodegenerative Diseases / drug therapy
  • Oxidative Stress / drug effects*
  • PC12 Cells
  • Plant Extracts / pharmacology
  • Proanthocyanidins / pharmacology*
  • Rats
  • Seeds / chemistry*
  • Structure-Activity Relationship
  • Vitis / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Antioxidants
  • Biflavonoids
  • Plant Extracts
  • Proanthocyanidins
  • procyanidin
  • Catechin
  • Hydrogen Peroxide